Synthesis of new 5-substituted 1,2,4-triazole-3-thione derivatives

In the present paper we describe the preparation of series of new derivatives of 1,2,4-triazole-3-thiol. As starting materials methyl 3-acyldithiocarbazates were used, which on reaction with amines gave the corresponding 4,5-disubstituted 1,2,4-triazole-3-thiol derivatives (3). Into the 4-position of the 1,2,4-triazole-3-thiol system a beta -hydroxyethyl substituent was introduced (compounds 4). These compounds were alkylated with methyl iodide to from 6, with N-substituted amides of chloroacetic acid (products 7 and 8), and aminomethylated with formation of Mannich bases (10). Some of the thiols 4 were desulfurized to 9. The new compounds were tested for their circulatory activity, but found not pharmacologically active.